N-(6-bromopyridine-2-yl)-4-methylpyridin-2-amine | 909292-73-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(6-bromopyridine-2-yl)-4-methylpyridin-2-amine
• 英文别名: N-(6-bromopyridin-2-yl)-4-methylpyridin-2-amine；(6-bromopyridin-2-yl)-(4-methylpyridin-2-yl)amine；6-bromo-N-(4-methylpyridin-2-yl)pyridin-2-amine
• CAS: 909292-73-5
• 化学式: C₁₁H₁₀BrN₃
• 分子量: 264.124
• InChiKey: PRVSRCJUAJHCJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  362.8±42.0 °C(Predicted)
• 密度：
  1.514±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(6-bromopyridine-2-yl)-4-methylpyridin-2-amine 在 盐酸 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 palladium on activated charcoal 、 氢气 、 sodium carbonate 作用下， 以 甲醇 、 乙醇 、 水 、 甲苯 为溶剂， 生成 N-{6-[3-(aminomethyl)phenyl]pyridin-2-yl}-4-methylpyridin-2-amine
  参考文献：
  名称：

  Highly potent aminopyridines as Syk kinase inhibitors

  摘要：

  A novel class of potent Syk inhibitors has been developed from rational design. Highly potent aminopyridine derivatives bearing a 4-trifluoromethyl-2-pyridyl motif and represented by compound 13b IC50: 0.6 nM were identified. Substitution by a 2-pyrazinyl motif and SAR expansion in position 4 of the central core provided diverse potent non-cytotoxic Syk inhibitors showing nanomolar activity inhibiting human mast cell line LAD2 degranulation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.07.045
• 作为产物：
  描述：

  2-氨基-4-甲基吡啶 、 2,6-二溴吡啶 在 potassium tert-butylate 作用下， 以 苯 为溶剂， 反应 0.5h， 以67%的产率得到N-(6-bromopyridine-2-yl)-4-methylpyridin-2-amine
  参考文献：
  名称：

  Pyridine- and isoquinoline-derivatives as Syk and JAK kinase inhibitors

  摘要：

  本发明涉及一种化合物的公式(I)，以及制备这种化合物的过程，以及它们在治疗一种病理状况或疾病中的应用，该病理状况或疾病容易通过抑制Syk激酶和/或Janus激酶来改善。

  公开号：

  EP2441755A1

文献信息

• Novel aminopyridine compounds having Syk inhibitory activity
  申请人：Kodama Yoshitoshi

  公开号：US20060205731A1

  公开（公告）日：2006-09-14

  The present invention relates to an aminopyridine compound represented by the following general formula (I) or a salt thereof and an Syk inhibitor containing the compound or a salt thereof as an active ingredient. Here, X 1 , X 2 , X 3 , Z, Y 1 , Y 2 represent a carbon atom or a nitrogen atom, R, R 1 , R 5 , R 6 represent a hydrogen atom, an alkyl group, etc., and R 7 represents a hydrogen atom, a halogen atom, a nitro group, a cyano group, —C p H 2(p-1) (R a1 )(R a2 )—O—R a3 , —C(═O)—R d1 , a 5- or 6-membered saturated heterocyclic group, an aromatic heterocyclic group, —N(R h1 )(R h2 ), etc. The aminopyridine compound of the present invention has not only high Syk inhibitory activity but also properties to selectively inhibit Syk.

  本发明涉及以下一般式（I）所表示的氨基吡啶化合物或其盐，以及含有该化合物或其盐作为活性成分的Syk抑制剂。在这里，X1、X2、X3、Z、Y1、Y2代表碳原子或氮原子，R、R1、R5、R6代表氢原子、烷基等，R7代表氢原子、卤原子、硝基、氰基、—CpH2(p-1)(Ra1)(Ra2)—O—Ra3、—C(═O)—Rd1、5-或6-成员饱和杂环基、芳香杂环基、—N(Rh1)(Rh2)等。本发明的氨基吡啶化合物不仅具有高Syk抑制活性，还具有选择性抑制Syk的特性。
• [EN] PYRIDINE AND ISOQUINOLINE DERIVATIVES AS SYK- AND JAK-KINASE INHIBITORS<br/>[FR] DÉRIVÉS DE PYRIDINE ET D'ISOQUINOLÉINE EN TANT QU'INHIBITEURS DES SYK- ET JAK-KINASES
  申请人：ALMIRALL SA

  公开号：WO2012041476A1

  公开（公告）日：2012-04-05

  The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by inhibition of Syk kinase and/or Janus kinases.

  本发明涉及一种化合物（I）的公式，用于制备这种化合物的方法以及它们在治疗对Syk激酶和/或Janus激酶抑制有改善作用的病理条件或疾病中的应用。
• Pyridine- and isoquinoline-derivatives as Syk and JAK kinase inhibitors
  申请人：Almirall, S.A.

  公开号：EP2441755A1

  公开（公告）日：2012-04-18

  The present invention relates to a compound of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by inhibition of Syk kinase and/or Janus kinases.

  本发明涉及一种化合物的公式(I)，以及制备这种化合物的过程，以及它们在治疗一种病理状况或疾病中的应用，该病理状况或疾病容易通过抑制Syk激酶和/或Janus激酶来改善。
• [EN] THIAZOLE AND OXAZOLE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES THIAZOLES ET OXAZOLES
  申请人：AB SCIENCE

  公开号：WO2011086085A1

  公开（公告）日：2011-07-21

  The present invention is concerned with substituted azole derivatives that selectively modulate, regulate, and/or inhibit signal transduction mediated by certain native and/or mutant proteine kinases implicated in a variety of human and animal diseases such as cell proliferative, metabolic, allergic, and degenerative disorders. In particular, several of these compounds are potent and selective Flt-3 inhibitors or/and syk inhibitors.

  本发明涉及替代咪唑衍生物，可以选择性地调节、调控和/或抑制由某些与多种人类和动物疾病相关的天然和/或突变的蛋白激酶介导的信号传导，如细胞增殖、代谢、过敏和退行性疾病。具体来说，其中几种化合物是强效且选择性的Flt-3抑制剂和/或syk抑制剂。
• Aminopyridine compounds having Syk inhibitory activity
  申请人：Japan Tobacco, Inc.

  公开号：US07803801B2

  公开（公告）日：2010-09-28

  The present invention relates to an aminopyridine compound represented by the following general formula (I) or a salt thereof and an Syk inhibitor containing the compound or a salt thereof as an active ingredient. Here, X1, X2, X3, Z, Y1, Y2 represent a carbon atom or a nitrogen atom, R, R1, R5, R6 represent a hydrogen atom, an alkyl group, etc., and R7 represents a hydrogen atom, a halogen atom, a nitro group, a cyano group, —CpH2(p-1)(Ra1)(Ra2)—O—Ra3, —C(═O)—Rd1, a 5- or 6-membered saturated heterocyclic group, an aromatic heterocyclic group, —N(Rh1)(Rh2), etc. The aminopyridine compound of the present invention has not only high Syk inhibitory activity but also properties to selectively inhibit Syk.

  本发明涉及以下通式（I）所表示的氨基吡啶化合物或其盐以及含有该化合物或其盐作为活性成分的Syk抑制剂。其中，X1、X2、X3、Z、Y1、Y2代表碳原子或氮原子，R、R1、R5、R6代表氢原子、烷基等，R7代表氢原子、卤素原子、硝基、氰基、-CpH2（p-1）（Ra1）（Ra2）-O-Ra3、-C（=O）-Rd1、5-或6-成员饱和杂环基、芳香杂环基、-N（Rh1）（Rh2）等。本发明的氨基吡啶化合物不仅具有高的Syk抑制活性，还具有选择性抑制Syk的特性。